Manshurolide

ID: ALA2333551

PubChem CID: 14527198

Max Phase: Preclinical

Molecular Formula: C15H20O2

Molecular Weight: 232.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Manshurolide | Manshurolide|CHEMBL2333551

Canonical SMILES:  C/C1=C\CCC2=C[C@H](C/C(C)=C/CC1)OC2=O

Standard InChI:  InChI=1S/C15H20O2/c1-11-5-3-7-12(2)9-14-10-13(8-4-6-11)15(16)17-14/h6-7,10,14H,3-5,8-9H2,1-2H3/b11-6+,12-7+/t14-/m0/s1

Standard InChI Key:  JOQILOMKLDOWGX-RSPBECQPSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   13.0761  -20.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9327  -20.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2182  -22.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3616  -22.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0761  -22.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1661  -23.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6656  -24.2922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3616  -21.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6471  -20.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0761  -21.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3410  -23.6351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6471  -22.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3616  -20.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2182  -21.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9327  -22.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9327  -21.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5037  -21.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5162  -23.6284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 14  2  0
 13  8  2  0
 12  4  2  0
 10  5  1  0
 14 17  1  0
  5  4  1  0
 14  3  1  0
 11  6  1  0
  9 13  1  0
  3 15  1  0
  2  9  1  0
  8 10  1  0
 15 12  1  0
  2 16  1  0
  4  6  1  0
 13  1  1  0
  6  7  2  0
 15 11  1  0
 15 18  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2333551

   MANSHUROLIDE

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 232.32

Molecular Weight (Monoisotopic): 232.1463

AlogP: 3.69

#Rotatable Bonds: ┄

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.47

Np Likeness Score: 2.85

References

1. Cheng ZB, Shao WW, Liu YN, Liao Q, Lin TT, Shen XY, Yin S..  (2013)  Extracellular signal-regulated kinases (ERK) inhibitors from Aristolochia yunnanensis.,  76  (4): [PMID:23570615] [10.1021/np300887d]

Source

Source(1):

• Scientific Literature